Bearsville Vacations

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  • Better together

    Save up to SARĀ 5,400 when you book a flight and hotel together*

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Find the Best Bearsville Vacation Packages

Bearsville Hotel Deals

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave Kingston NY
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Best Western Plus Kingston Hotel And Conference Center
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
Fully refundableReserve now, pay when you stay
The price is SARĀ 485 per night from Aug 10 to Aug 11
SARĀ 485
SARĀ 605 total
10 Aug - 11 Aug
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"Breakfast set up was very nice - needs to start at 7:00 am"

Reviewed on 11 July 2026

Hunter Lodge, a Bluebird by Lark
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
The price is SARĀ 567 per night from Jul 21 to Jul 22
SARĀ 567
SARĀ 642 total
21 Jul - 22 Jul
includes taxes & fees
8.2/10 Very Good! (925 reviews)
"Unique place to stay. We had the smallest room I think Iā€™ve ever stayed in with one chair and a window air conditioner. But itā€™s old so it is what it is. Loved the tavern in the evening. Friendly kind staff throughout ! Convenient location to everything! Breakfast was served down the block which ..."

Reviewed on 9 July 2026

Beekman Arms and Delamater Inn
See all 2,503 properties in Bearsville
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Bearsville vacation package cost?
You'll find cheap prices on Expedia for your Bearsville getaway. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Bearsville costs.
What are the cheapest months to go to Bearsville?
Plan your getaway for the low season and you're likely to score cheap Bearsville vacation packages. Remember that school vacation periods and major local events can impact prices, so do your research before you go.
How to find the best Bearsville package deals?
Start your search for a Bearsville package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Bearsville package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Bearsville adventure off to a flying start.
Is it cheaper to book a Bearsville vacation as a package?
You can enjoy significant savings on your next Bearsville retreat by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to see some great hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Bearsville?
Secure incredible discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Bearsville adventure.
How to plan a trip to Bearsville?

  1. Choose the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to visit Bearsville.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and food to activities and flights. Your accommodations will probably be the biggest expense during your trip to Bearsville.
  3. Decide your trip length: Think about how much time you want to spend discovering Bearsville. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to choose a Bearsville vacation package that brings all your bookings together.